50 Best Vacation Rentals in Sinalunga - Holiday Lettings - Cabins

Close

View larger map

Also consider

Bettolle
18 properties
Rigomagno
15 properties
Guazzino
10 properties
Farnetella
10 properties

Sinalunga

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

128 Vacation rentals

(69) Excellent 

52

Vacation villa rental

Province of Siena / Sinalunga

12 26 Min stay varies

  • 12 bedrooms
  • Sleeps 26
  • Min stay varies
  • Nearest beach 170 mi
  • Swimming pool
  • Child friendly
Villa Scopetello is the perfect holiday home for large groups and families who wish to spend their holidays together. (Between September and May it is also possible to rent just a portion of the Villa or even one bedroom) The 1000 square meter large Villa with 12 bedro …see more

from $821 / night

$5747 - $10555 / week

Book View

from $821 / night

(7) Very Good 

9

Vacation apartment with shared pool in Sinalunga

Province of Siena / Sinalunga

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Situated on the hills of Val di Chiana, La Giuda country farm offers an ancient stable, completely restored and furnished, divisible in three apartments in a comfortable and friendly atmosphere. The farm produces organic Chianti Classico vine and olive oil . Guest …see more

Pricing unknown

Book View

Pricing unknown

28

Sinalunga Vacation villa rental

Province of Siena / Sinalunga

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Property Description:The Agriturismo La Casetta nel Bosco is a beautiful, stone villa divided into two separate units which is part of an agritouristic Farm including olive groves, woods, several crops and a small-scale breeding of horses and ponies. The property is onl …see more

from $166 / night

$1161 - $2252 / week

Book View

from $166 / night

(1) Good 

8

Sinalunga Vacation apartment rental

Province of Siena / Sinalunga

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
In the heart of the countryside only 40 minutes from Siena five beautiful apartments have been made by restoring an old Tuscan country house set on a hillside with views all around. Each apartment retains its fascinating original characteristics. A courtyard around the …see more

from $73 / night

$505 - $915 / week

Book View

from $73 / night

(3) Excellent 

16

Vacation apartment with swimming pool in Sinalunga

Province of Siena / Sinalunga

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
A ROOFTOP GARDEN, a NATURAL TERRACE on the VAL DI CHIANA In the hills at a height of 300 metres, is secluded and quiet although only 3 km from the Centre of Sinalunga where you will find everything to live like in the city: two shopping malls, restaurants and shops of a …see more

from $235 / night

$1572 / week

Book View

from $235 / night

(1) Excellent 

26

Vacation home in Rigomagno

Sinalunga / Rigomagno

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Part of an old farmhouse set on a hill overlooking the charming medieval village of Rigomagno and a large part of the Chiana Valley. In this area the hills are mostly covered with the silver-green foliage of olive trees, interspersed now and then with a small vineyard o …see more

from $109 / night

$763 - $1748 / week

Book View

from $109 / night

(5) Excellent 

41

Vacation townhouse rental

Sinalunga / Rigomagno

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
Apartment located in a block of 300 in the central square of the medieval village. Kitchen with large fireplace, 2 bathrooms with WC, 4 double bedrooms, 1 bedroom with 2 single beds, 2 lounges for reading and TV room and a large terrace. The Interior is furnished with T …see more

from $94 / night

$657 / week

Book View

from $94 / night

(2) Good 

7

Vacation apartment in Bettolle

Sinalunga / Bettolle

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Ideally located between Montepulciano and Cortona in the small town of Bettolle, this holiday apartment is the perfect location to venture out and explore Tuscany. The apartment is on two levels. On the first floor there is the kitchen with a big dining table for 4 and …see more

from $59 / night

$470 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from $59 / night

27

Sinalunga Vacation apartment rental

Province of Siena / Sinalunga

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
TIMES (75 sqm): Ground floor apartment composed of sitting-dinner room with kichenette and double sofa-bed, double bedroom with ensuite bathroom and shower, twin bedroom, bathroom with hydro-massage shower. The original features of the apartment have remained unaltered …see more

from $176 / night

$1056 - $1466 / week

Book View

from $176 / night

10

Sinalunga Vacation farmhouse rental

Province of Siena / Sinalunga

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
Welcome to Villa Vignacce your holiday home in Tuscany. Villa Vignacce is located in southern Tuscany at walking distance to the Village of Bettolle. The house is divided into 5 apartments one is for me and for my dear dog Billy another one is for my son Giovanni …see more

Pricing unknown

Book View

Pricing unknown

17

Vacation apartment in Sinalunga

Province of Siena / Sinalunga

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
PODERE ZELMIRA - Sinalunga (Siena) - Scrofiano- Santa Cristina - Via Colle 88 La casa Vacanze si trova in collina ad una altezza di 300 metri, è isolato e tranquillo anche se a soli 3 km dal centro del paese di Sinalunga dove troverete tutto il necessario per vivere …see more

from $317 / night

$2217 / week

Book View

from $317 / night

6

Vacation apartment in Sinalunga

Province of Siena / Sinalunga

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Private garden
Situated on the hills of Val di Chiana, La Giuda country farm offers an ancient stable, completely restored and furnished, divisible in three apartments in a comfortable and friendly atmosphere. The farm produces organic Chianti Classico vine and olive oil . Guest …see more

Pricing unknown

Book View

Pricing unknown

20

Vacation farmhouse with swimming pool in Guazzino

Sinalunga / Guazzino

11 20 Min stay varies

  • 11 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful villa dating back to the 18th century composed by a “Leopold style” farmhouse and 3 barns accurately restored for creating a unique complex and situated on the top of a hill in absolutely quiet position with panoramic views on the surrounding countryside. The …see more

from $1115 / night

$6509 - $9752 / week

Inquire View

from $1115 / night

23

Vacation farmhouse with swimming pool in Sinalunga

Province of Siena / Sinalunga

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Vacation rental Castelletto is a beautiful property that includes pool and WiFi internet. The country resort has been designed with a total of six private apartments. The property can sleep up to 36 guests comfortably. Castelletto is located 5 km (3 mi) from Sinalunga, …see more

from $575 / night

$3777 - $6239 / week

Inquire View

from $575 / night

(1) Excellent 

14

B&b rental in Sinalunga

Province of Siena / Sinalunga

9 20 1 night min

  • 9 bedrooms
  • Sleeps 20
  • 1 night min
  • Nearest beach 200 mi
Small hotel in the heart of the Tuscan countryside in a late 19th century farmhouse furnished with antique furnishings in Tuscan style. Terracotta floors and vaulted ceilings as in the cosy dining room or in the rafters and brick as the rooms for guests at the Inn can f …see more

from $94 / night

$587 / week

Book View

from $94 / night

24

Vacation farmhouse with shared pool in Sinalunga

Province of Siena / Sinalunga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Vacation rental Castelletto is a beautiful property that includes pool and WiFi internet. The country resort has been designed with a total of six private apartments. The property can sleep up to 36 guests comfortably. Castelletto is located 5 km (3 mi) from Sinalunga, …see more

from $106 / night

$739 - $1232 / week

Inquire View

from $106 / night

(1) Excellent 

23

Vacation villa with swimming pool in Sinalunga

Province of Siena / Sinalunga

9 31 3 nights min

  • 9 bedrooms
  • Sleeps 31
  • 3 nights min
  • Nearest beach 98 mi
  • Swimming pool
  • Child friendly
Villa Leonardo occupies a historical residence immersed in the tranquility of the Tuscan hills between Siena and Montepulciano. The villa's designs are present in the codes of Leonardo da Vinci, who stayed in these places to draw up the maps of the valley. Enter will be …see more

from $1408 / night

$9851 / week

Book View

Responds fast!
avg. 2 hours 0 minutes

from $1408 / night

32

Farnetella Vacation villa rental

Sinalunga / Farnetella

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Property DescriptionBeautiful and characteristic villa made of stone and bricks and completely restored to be a welcoming holiday home, situated on the green hills of the Siena countryside, 6 km far from the village of Sinalunga endowed with every kind of shops and serv …see more

from $235 / night

$1642 - $3050 / week

Book View

from $235 / night

(1) Excellent 

18

Sinalunga Vacation apartment rental

Province of Siena / Sinalunga

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
In the heart of the countryside only 40 minutes from Siena five beautiful apartments have been made by restoring an old Tuscan country house set on a hillside with views all around. Each apartment retains its fascinating original characteristics. A courtyard around the …see more

from $120 / night

$833 - $1466 / week

Book View

from $120 / night

18

Vacation farmhouse with shared pool in Sinalunga

Province of Siena / Sinalunga

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Vacation rental Castelletto is a beautiful property that includes pool and WiFi internet. The country resort has been designed with a total of six private apartments. The property can sleep up to 36 guests comfortably. Castelletto is located 5 km (3 mi) from Sinalunga, …see more

from $94 / night

$657 - $821 / week

Inquire View

from $94 / night

24

Vacation home in Sinalunga

Province of Siena / Sinalunga

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
And '' the 2nd year that back in this magnificent home. The owner kind and always available. The House is fully equipped and the surrounding garden offers wonderful days of peace. The location of the House is convenient for visiting the city and beautiful places. ' And …see more

from $59 / night

$411 / week

Book View

from $59 / night

43

Villa rental in Sinalunga

Province of Siena / Sinalunga

9 28 3 nights min

  • 9 bedrooms
  • Sleeps 28
  • 3 nights min
  • Child friendly
  • Pet friendly
Villa di Leonardo è collocata a cavallo tra Valdichiana e Val d' Orcia. Nel cuore del bosco ma comodissima ad autostrada e tangeziale sorge una villa che ha una storia antichissima. La sua forma architettonica è stata trovata nelle famose mappe di Leonardo da Vinci, che …see more

from $1408 / night

$9851 / week

Book View

Responds fast!
avg. 2 hours 0 minutes

from $1408 / night

60

Vacation villa with swimming pool in Bettolle

Sinalunga / Bettolle

11 22 7 nights min

  • 11 bedrooms
  • Sleeps 22
  • 7 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Originally a country estate dating back to 1795, this superb Leopoldine villa blends outstanding elegance and comfort with traditional rustic features which reflect its long history. It retains the typical rooftop pigeon-loft, now romantically transformed into an extra- …see more

from $1069 / night

$7477 - $9529 / week

Inquire View

from $1069 / night

11

Vacation apartment with swimming pool in Sinalunga

Province of Siena / Sinalunga

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
PODERE ZELMIRA - Sinalunga (Siena) - Scrofiano- Santa Cristina - Via Colle 88 La casa Vacanze si trova in collina ad una altezza di 300 metri, è isolato e tranquillo anche se a soli 3 km dal centro del paese di Sinalunga dove troverete tutto il necessario per vivere …see more

from $118 / night

$798 / week

Book View

from $118 / night

15

Vacation apartment in Rigomagno

Sinalunga / Rigomagno

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
Two studio apartments consist of living room with kitchenette, bedroom and bathroom, both with the possibility to add a single bed. The apartments are within a restored house in the historic centre of the small village of Rigomagno, an apartment has a small balcony. …see more

from $71 / night

$411 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from $71 / night

24

Sinalunga Vacation farmhouse rental

Province of Siena / Sinalunga

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Vacation rental Castelletto is a beautiful property that includes pool and WiFi internet. The country resort has been designed with a total of six private apartments. The property can sleep up to 36 guests comfortably. Castelletto is located 5 km (3 mi) from Sinalunga, …see more

from $188 / night

$1314 - $1889 / week

Inquire View

from $188 / night

(1) Excellent 

32

Vacation villa with swimming pool in Rigaiolo

Sinalunga / Rigaiolo

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
Tuscan-style villa located in the middle of hills sloping cultivated with vineyard and olive groves. The House offers a panorama of the landscape of Valdichiana in 360° very impressive green spaces and the typical sounds and silences of the surrounding countryside that …see more

from $247 / night

$1724 - $3982 / week

Book View

from $247 / night

43

Villa accommodation in Sinalunga with swimming pool, golf nearby

Province of Siena / Sinalunga

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Pet friendly
Description: Old 18th century stone farmhouse restored following the conservation policy that has left the beauty and charm of the past intact. Located between the Val d'Orcia and the hills of the Sienese Chianti, the farmhouse is on two floors: the first floor is ac …see more

from $305 / night

$2111 - $2756 / week

Book View

from $305 / night

20

Sinalunga Vacation farmhouse rental

Province of Siena / Sinalunga

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Vacation rental Castelletto is a beautiful property that includes pool and WiFi internet. The country resort has been designed with a total of six private apartments. The property can sleep up to 36 guests comfortably. Castelletto is located 5 km (3 mi) from Sinalunga, …see more

from $212 / night

$1478 - $2053 / week

Inquire View

from $212 / night

18

Sinalunga Vacation farmhouse rental

Province of Siena / Sinalunga

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Vacation rental Castelletto is a beautiful property that includes pool and WiFi internet. The country resort has been designed with a total of six private apartments. The property can sleep up to 36 guests comfortably. Castelletto is located 5 km (3 mi) from Sinalunga, …see more

from $141 / night

$986 - $1478 / week

Inquire View

from $141 / night

25

Vacation villa with swimming pool in Sinalunga

Province of Siena / Sinalunga

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
A very attractive villa deriving from the complete refurbishment of an old country house dating from around 1800. It is situated between Sinalunga and the Parco Naturale delle Crete Senesi, in the hills covered with woods, olive groves and vineyards, at 500 metres above …see more

from $336 / night

$2346 - $4574 / week

Book View

from $336 / night

15

Vacation cottage with golf nearby in Sinalunga

Province of Siena / Sinalunga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
This one-bedroom cottage is the perfect location for those who want to have a place to rest after a busy day spent exploring Tuscany. It consists of a living room, a double bedroom, a fully equipped kitchen with fireplace and a bathroom. The kitchen leads to a sma …see more

Pricing unknown

Book View

Pricing unknown

(1) Excellent 

28

Sinalunga Vacation apartment rental

Province of Siena / Sinalunga

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
Strings (75 sqm): people: 3 + 2 (75 m2) First floor apartment composed of a large open-concept kitchen, dining-living room with fireplace. In this space there is a double sofa-bed, one single bed, and bathroom with shower. There is a double bedroom with ensuite bathroom …see more

from $153 / night

$857 - $1173 / week

Book View

from $153 / night

24

Sinalunga Vacation b&b rental

Province of Siena / Sinalunga

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
The b&b is in a historic estate in the Val di Chiana, Tuscany. The first buildings date back to the twelfth century and in 1520 were executed work for the redesign of the estate, made under the direction of Baldassarre Peruzzi, who created, among others, the building of …see more

from $112 / night

$692 - $857 / week

Book View

from $112 / night

13

Vacation private room rental

Sinalunga / Bettolle

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
In ancient palace in the center of Bettolle square, we find suites in Liberty style with original furniture and chandeliers of 'era. The room is equipped with all modern facilities, bathroom with shower, air conditioning, LCD TV, free Wifi and heating. The villa is loca …see more

from $100 / night

$587 / week

Book View

from $100 / night

(1) Excellent 

30

Vacation apartment with shared pool in Sinalunga

Province of Siena / Sinalunga

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Limonaia (37 m2) Apartment on two levels, with pergola and table and chairs. On the ground floor: sitting-dining room with kitchenette, sofa-bed and bathroom with shower. Mezzanine reached by a staircase with double bed. Air conditioning. The original features of the ap …see more

from $129 / night

$681 - $939 / week

Book View

from $129 / night

37

Sinalunga Vacation villa rental

Province of Siena / Sinalunga

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Pet friendly
  • Private garden
Nice farmhouse and outbuilding dating back to 17th century which have been tastefully restored preserving the ancient charm, beauty and the original architectural features like the beamed ceilings and terracotta-tiled floors. Located between the Val d'Orcia and the hil …see more

from $305 / night

$2111 - $2756 / week

Book View

from $305 / night

(1) Very Good 

13

Vacation b&b in Santarello

Sinalunga / Santarello

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
BORGO TERROSI E' un piccolo ed accogliente complesso, di graziose camere e curati appartamenti. Borgo Terrosi nasce dal sogno di offrire ai propri ospiti il perfetto rifugio per chi decide di immergersi nella tranquillità della campagna della Val di Chiana Senese, per …see more

from $81 / night

$567 / week

Book View

from $81 / night

55

Sinalunga Vacation farmhouse rental

Province of Siena / Sinalunga

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 150 mi
  • Swimming pool
Nice farmhouse and outbuilding dating back to 17th century which have been tastefully restored preserving the ancient charm, beauty and the original architectural features like the beamed ceilings and the terracotta-tiled floors. Located between the Val d'Orcia and the …see more

from $294 / night

$2111 - $2756 / week

Book View

from $294 / night

9

Vacation apartment in Bettolle

Sinalunga / Bettolle

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
Exterior Casa Daria is a charming apartment situated in the centre of the town of Bettole, just a few kilometres from the famous Montepulciano and Cortona, in the beautiful area of the Val di Chiana in the South of Tuscany. The apartment, which can be f …see more

from $83 / night

$528 / week

Book View

from $83 / night